US8598217, 148

ID: ALA3660206

PubChem CID: 74982336

Max Phase: Preclinical

Molecular Formula: C27H27F2N5O2

Molecular Weight: 491.54

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(F)c(F)c1-c1cccc(C(=O)c2nc3nc(N4CCC(N(C)C)CC4)ccc3[nH]2)c1

Standard InChI:  InChI=1S/C27H27F2N5O2/c1-33(2)18-11-13-34(14-12-18)22-10-8-20-26(31-22)32-27(30-20)25(35)17-6-4-5-16(15-17)23-21(36-3)9-7-19(28)24(23)29/h4-10,15,18H,11-14H2,1-3H3,(H,30,31,32)

Standard InChI Key:  AUFCGOPELDKYRB-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   -1.9472   -4.4067    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7015   -5.7043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2015   -5.6967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9580   -6.9919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.8198   -9.3309    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7146   -8.3023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.7883   -8.3192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5428   -7.0227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.2990    0.7500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3114   -2.9665    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.0008    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2978    3.7529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2954    5.2529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0048    6.0009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3026    5.2488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3002    3.7488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0103    7.5017    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0513    8.0986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0270    8.1052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  8 10  2  0
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 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 11  1  0
 15 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 21  1  0
 26 27  1  0
 27 19  1  0
 23 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 33 28  1  0
 31 34  1  0
 34 35  1  0
 34 36  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3660206

   [3-(2,3-difluoro-6-methoxyphenyl)phenyl]-[5-[4-(dimethylamino)piperidin-1-yl]-1H-imidazo[4,5-b]pyridin-2-yl]methanone

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 491.54

Molecular Weight (Monoisotopic): 491.2133

AlogP: 4.67

#Rotatable Bonds: 6

Polar Surface Area: 74.35

Molecular Species: BASE

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.75

CX Basic pKa: 9.82

CX LogP: 3.52

CX LogD: 2.34

Aromatic Rings: 4

Heavy Atoms: 36

QED Weighted: 0.40

Np Likeness Score: -1.10

References

1.  (2013)  Imidazole derivatives and their use as modulators of cyclin dependent kinases, 

Source

Source(1):

• BindingDB Database